Dimethylformamide → HCID 13490349, 화합물

HRID 485335노트

반응식

HRID 485335 반응식
CN(C)[CH:3]=[O:4].P(Cl)(Cl)(Cl)=O.[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18]2)[CH:12]=1.O.O.O.C([O-])(=O)C.[Na+]>ClCCCl.O>[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([N:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]([CH:3]=[O:4])=[CH:18]2)[CH:12]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 134903481-(pyridin-3-yl)-1H-indoleHCID 23665404Sodium Acetate Trihydrate

생성물 1

HCID 13490349HCID 13490349, 화합물

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매2회HCID 962Water용매

실험 절차

A solution of 2.12 ml of N,N-dimethylformamide in 20 ml of 1,2-dichloroethane is cooled to 0° and 3.1 ml of phosphorus oxychloride is added dropwise. The reaction is stirred for 10 minutes at 15° and recooled to 0° before a solution of 4.85 g of N-(3-pyridyl)indole in 10 ml of 1,2-dichloroethane is added. After 2 hours at 5°, the reaction mixture is refluxed for 15 minutes, cooled to room temperature and a solution of 18.75 g of sodium acetate trihydrate in 25 ml of water is added. After an additional 15 minutes at reflux, the organic phase is separated, washed with sodium bicarbonate and water, and dried over magnesium sulfate. Filtration, evaporation and recrystallization of the residue from methylene chloride-methanol yields N-(3-pyridyl)-indole-3-carboxaldehyde, m.p. 148°-150°.

후처리

  1. additionis added
  2. waitAfter 2 hours at 5°
  3. temperaturethe reaction mixture is refluxed for 15 minutes
  4. temperatureAfter an additional 15 minutes at reflux
  5. customthe organic phase is separated
  6. washwashed with sodium bicarbonate and water
  7. dry with materialdried over magnesium sulfate
  8. filtrationFiltration, evaporation and recrystallization of the residue from methylene chloride-methanol

출처 및 근거

ORD 기록
ord-e322f9da7d7d4ac1b4a8eb482f2c1432
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04536505

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